(2S)-2-[2-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]-4-hydroxybutanal

Details

• Internal ID: a8cca817-4bff-4f6b-9974-3dad3c53c149
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (2S)-2-[2-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]-4-hydroxybutanal
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(CCO)C=O)CCC=C2C)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC[C@@H](CCO)C=O)CCC=C2C)C
• InChI: InChI=1S/C20H34O2/c1-15-6-5-7-18-19(15,3)11-8-16(2)20(18,4)12-9-17(14-22)10-13-21/h6,14,16-18,21H,5,7-13H2,1-4H3/t16-,17+,18+,19+,20+/m1/s1
• InChI Key: NJXUBJUMGUWYCE-DEPCRRQNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.7181	71.81%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4810	48.10%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9012	90.12%
OATP1B3 inhibitior	+	0.9126	91.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6436	64.36%
BSEP inhibitior	+	0.7324	73.24%
P-glycoprotein inhibitior	-	0.7270	72.70%
P-glycoprotein substrate	-	0.7948	79.48%
CYP3A4 substrate	+	0.5739	57.39%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8044	80.44%
CYP3A4 inhibition	-	0.6812	68.12%
CYP2C9 inhibition	-	0.7930	79.30%
CYP2C19 inhibition	-	0.7864	78.64%
CYP2D6 inhibition	-	0.9096	90.96%
CYP1A2 inhibition	-	0.8041	80.41%
CYP2C8 inhibition	-	0.7660	76.60%
CYP inhibitory promiscuity	-	0.7676	76.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6416	64.16%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.9779	97.79%
Skin irritation	-	0.5806	58.06%
Skin corrosion	-	0.9764	97.64%
Ames mutagenesis	-	0.7566	75.66%
Human Ether-a-go-go-Related Gene inhibition	+	0.6821	68.21%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5130	51.30%
skin sensitisation	-	0.5377	53.77%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7092	70.92%
Acute Oral Toxicity (c)	III	0.8695	86.95%
Estrogen receptor binding	+	0.7912	79.12%
Androgen receptor binding	-	0.5449	54.49%
Thyroid receptor binding	+	0.7174	71.74%
Glucocorticoid receptor binding	+	0.6388	63.88%
Aromatase binding	+	0.6848	68.48%
PPAR gamma	-	0.5124	51.24%
Honey bee toxicity	-	0.8814	88.14%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9780	97.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.54%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.17%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.19%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.83%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.94%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.53%	100.00%
CHEMBL4072	P07858	Cathepsin B	86.40%	93.67%
CHEMBL2581	P07339	Cathepsin D	86.26%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.56%	94.45%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.42%	90.24%
CHEMBL233	P35372	Mu opioid receptor	81.28%	97.93%

Plants that contains it

• Symphyopappus reticulatus

Cross-Links

• PubChem: 162939506
• LOTUS: LTS0201609
• wikiData: Q105180372